How much did jon gruden pay the raiders after he resigned? 18, 2018, gruden signed a 10-year, $100 million contract that included a no-trade clause, which eliminated the possibility of gruden being traded for a second time. · jon gruden has dropped a hint suggesting he could be returning to coach the raiders amid rumors of pete carroll being on the fringes. After beginning his coaching career in the college ranks and working as a position coach and as an offensive coordinator in the national football league (nfl) for the philadelphia eagles, he held his first head coaching position with the raiders during. What is jon gruden’s contract with the raiders? Unresolved when he abruptly walked away was the balance of his reported 10-year, $100 million contract. Who owes joe gruden $40 million if he leaves the raiders? · heres who else the raiders owe money to: Jon gruden , $10 million jon gruden had spent nearly a decade in the broadcast booth before returning to the sidelines for the raiders. · although raiders coach jon gruden technically resigned, the resignation undoubtedly came under threat of termination, if he didn’t choose to leave voluntarily. · when jon gruden originally signed on to coach the raiders back in 2018, the long-time nfl coach signed a monstrous 10-year deal that was scheduled to pay him nearly $100 million. · former las vegas raiders head coach jon gruden has now signed a new deal with barstool sports. Why did raiders coach jon gruden resign? Jon david gruden (born ) is an american former football coach and media personality, currently employed by barstool sports.